skip to main content
Trading Education Posted by Team Topstep July 12, 2019

Finding Opportunity After a Market Blow Up with Henry Yoshida

This week on Limit Up! Mark Meadows is back with this week’s MARKet reaction. Then Jeff brings on Henry Yoshida, the co-founder and CEO of Rocket Dollar. Founded in 2018, Rocket Dollar is an innovative fintech startup putting the power to make investment decisions in the hands of the individual investor. Jeff and Henry discuss the impact the broader economic climate can have on a startup, the future of robo-advisors and the two sides to having a public profile as a CEO.

Finally, our very own Jack Pelzer is here to give you a little hope with a traditional Irish trader blessing.

Have thoughts about this episode? Don’t forget, we want to hear from you! We’re rolling out a new call-in line for listeners of the show, so be sure to give us a call at 855-902-0331 and let us know what’s on your mind. 

  • [00:55] – This week
  • [03:00] – MARKet Reaction with Mark Meadows
  • [05:00] – Jeff Carter Interview with Henry Yoshida
    • [05:13] – What was your career like after starting when the internet bubble blew up?
    • [06:48] – What was is like to find a way to survive during times of economic stress?
    • [07:32] – How your mind has to work to be successful
    • [11:35] – Why did you become an RIA at that time?
    • [16:12] – What are your thoughts on robo-advisors?
    • [22:41] – Do you see the role of human advisors changing?
    • [25:55] – Does Rocket Dollar work like a self-directed IRA?
    • [29:40] – What are the tax differences between real and retirement money when investing in a startup?
    • [34:55] – Why did you choose to go B2C when you had so much success with B2B before?
    • [37:15] – Do you have the tools on Rocket Dollar to analyze real estate?
    • [43:36] – Being a public vs private CEO
    • [44:43] – What are the downsides and upsides to raising your public profile?
    • [47:02] – What advice do you have for someone starting a startup?
    • [49:33] – The importance of execution & focus
    • [50:58] – What is your next big goal?
    • [52:43] – How do you know when to quit?
  • [55:00] – Traditional Irish Trader Blessing with Jack Pelzer


Henry Yoshida is the co-founder and CEO of Rocket Dollar. Prior to Rocket Dollar, Yoshida was the co-founder of Honest Dollar, a robo-advisor retirement platform that was acquired by Goldman Sachs, as well as a founder of MY Group LLC, a $2.5-billion assets under management investment firm. 

Henry graduated from The University of Texas at Austin and holds an MBA from both the Johnson School of Management at Cornell University and Queen’s University in Canada. He resides in Austin with his wife and two daughters.

This episode of Limit Up! is hosted by Jeff Carter. Jeff is a general partner at West Loop Ventures. In April of 2007, he co-founded Hyde Park Angels and spearheaded the growth and development of one of the most active angel groups in the United States. He has consulted on the startup of several other angel groups. He is a former independent trader and member of the CME Board of Directors and was part of a small group that transformed CME from an open outcry exchange to the largest electronic exchange in the world. In 1998, CME was worth $182,134,000 in membership enterprise value.  Today it’s worth $55 Billion.

If you’d like to receive new episodes as they’re published, please subscribe to Limit up! in Apple Podcasts, Google Podcasts, Spotify or wherever you get your podcasts. If you enjoyed this episode, please consider leaving a review in Apple Podcasts. It really helps others find the show.

Podcast episode production by Dante32.